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Virgin ... Should I hookup?

To start out, I am 28, M, bi, and still a virgin. Looks wise I'm nothing particularly special nor do I have a big cock. Several months ago I met this younger guy who lives relatively close by and is 20 and a virgin too. The other night we were chatting online and all of a sudden he says 'I want to get fucked.' Which caught me off guard a bit. He has kind of a cute face, but is a bit chubby. I think he wants or is open to me fucking him.

I'm kind or torn on what I should do, and whether I should do it and maybe then I'd be more comfortable with things sexually. I've been kind of holding off because I had been talking to a guy that I thought was a relationship possibility, but he seems to not want to talk anymore. So, that seems like less of a possibility now.

Re: Virgin ... Should I hookup?

Originally Posted by mark1281

To start out, I am 28, M, bi, and still a virgin. Looks wise I'm nothing particularly special nor do I have a big cock. Several months ago I met this younger guy who lives relatively close by and is 20 and a virgin too. The other night we were chatting online and all of a sudden he says 'I want to get fucked.' Which caught me off guard a bit. He has kind of a cute face, but is a bit chubby. I think he wants or is open to me fucking him.

I'm kind or torn on what I should do, and whether I should do it and maybe then I'd be more comfortable with things sexually. I've been kind of holding off because I had been talking to a guy that I thought was a relationship possibility, but he seems to not want to talk anymore. So, that seems like less of a possibility now.

Any thoughts on what I should do? Should I fuck this guy?

I am definitely in agreement with hard up, and I would add... If you waited this long and you have decided that you want to lose your virginity, then I think you need to be selective. I assume that was the reason you waited... Sex is easy to find, but intimacy is not.

Don't confuse the two.

Do what feels right for you in keeping with your own values. This is a human issue, not a gay issue. We all make our own choices for different reasons.

If it feels wrong, and you have to ask about it here, it probably means you need to slow down and figure out what your needs are and whether this is the way you want to begin your sexual existence. I measure all of my lovers against the first one. I think most people do.

IF getting off at any cost is the motive, then anyone will do, and Hunter's advice is your option.... But why did you wait for so long if not to be selective?

Remember, no matter what you do, it MUST be a choice that you are comfortable with, or it will overshadow your sexual experiences for the rest of your life.

Good luck. Hope you pick the path that is best for you.

We're gonna sit down and have ourselves a drink! And after we're done - after *I'm* done, you can run upstairs and take whichever one of them little pills makes you feel the best~Dolores Claiborne

Re: Virgin ... Should I hookup?

Well, I don't think I would be taking advantage of him since he is the one that mentioned it to me. I hadn't really given any thought to doing anything with him. It was just something I hadn't thought about... it's unlikely I will do anything. Was curious to see what others thought.

Re: Virgin ... Should I hookup?

Originally Posted by mark1281

Well, I don't think I would be taking advantage of him since he is the one that mentioned it to me. I hadn't really given any thought to doing anything with him. It was just something I hadn't thought about... it's unlikely I will do anything. Was curious to see what others thought.

You can't take advantage of the willing

We're gonna sit down and have ourselves a drink! And after we're done - after *I'm* done, you can run upstairs and take whichever one of them little pills makes you feel the best~Dolores Claiborne

Re: Virgin ... Should I hookup?

Originally Posted by BostonPirate

I am definitely in agreement with hard up, and I would add... If you waited this long and you have decided that you want to lose your virginity, then I think you need to be selective. I assume that was the reason you waited... Sex is easy to find, but intimacy is not.

Don't confuse the two.

Do what feels right for you in keeping with your own values. This is a human issue, not a gay issue. We all make our own choices for different reasons.

If it feels wrong, and you have to ask about it here, it probably means you need to slow down and figure out what your needs are and whether this is the way you want to begin your sexual existence. I measure all of my lovers against the first one. I think most people do.

IF getting off at any cost is the motive, then anyone will do, and Hunter's advice is your option.... But why did you wait for so long if not to be selective?

Remember, no matter what you do, it MUST be a choice that you are comfortable with, or it will overshadow your sexual experiences for the rest of your life.

Good luck. Hope you pick the path that is best for you.

Well, it's not so much that I've chosen to wait... things just haven't happened for various reasons. I've also not found sex easy to find... lol.

Re: Virgin ... Should I hookup?

Well, it's not so much that I've chosen to wait... things just haven't happened for various reasons. I've also not found sex easy to find... lol.

Small town boy in the closet?

I still think the best advice anyone can give you is to think about what your needs are, think of what your goals are, make the best guess, and go with it.

Life is a work in progress. We learn just as much from our mistakes as our good choices. As long as you don't do something that gives you baggage so to speak, whatever you chose, you will grow in understanding about yourself sexually.

We're gonna sit down and have ourselves a drink! And after we're done - after *I'm* done, you can run upstairs and take whichever one of them little pills makes you feel the best~Dolores Claiborne

Re: Virgin ... Should I hookup?

I still think the best advice anyone can give you is to think about what your needs are, think of what your goals are, make the best guess, and go with it.

Life is a work in progress. We learn just as much from our mistakes as our good choices. As long as you don't do something that gives you baggage so to speak, whatever you chose, you will grow in understanding about yourself sexually.

Yeah, that and I am really very shy and often awkward around people.

I can say I am definitely not going to do it. Really I guess I knew that I wouldn't. It is just a situation that has never come up so it was an interesting thought. lol

Re: Virgin ... Should I hookup?

The only suggestion I would add is to be careful that everybody's clear on the expectations, and nobody's feelings get hurt. Once upon a time, I had a bad experience along those lines, and I got over it, but it hurt for a while.

Re: Virgin ... Should I hookup?

Originally Posted by handyman76

The only suggestion I would add is to be careful that everybody's clear on the expectations, and nobody's feelings get hurt. Once upon a time, I had a bad experience along those lines, and I got over it, but it hurt for a while.

Yeah, that would suck for someone to have the wrong idea about things. I wouldn't want that to happen.

Re: Virgin ... Should I hookup?

maybe I'm reading this wrong. He said he wanted to get fucked. Did he say he wanted you to do it or is he just saying he's wanting to experiment? I've told a lot of my friends I've been horny but I don't want to have sex with them. I simply was saying I was feeling randy. If he's interested then I don't see a problem with it. Just be on the same page as to what the expectations are for both of you.

Re: Virgin ... Should I hookup?

Originally Posted by Georgiadude

maybe I'm reading this wrong. He said he wanted to get fucked. Did he say he wanted you to do it or is he just saying he's wanting to experiment? I've told a lot of my friends I've been horny but I don't want to have sex with them. I simply was saying I was feeling randy. If he's interested then I don't see a problem with it. Just be on the same page as to what the expectations are for both of you.

Steven.

Well, that's a good point. He didn't explicitly state that he wanted me to do it. Just that he wanted to, and it was implied he was wanting to find someone to do it with. I didn't inquire further to get more detail about what he meant/wanted.

Re: Virgin ... Should I hookup?

Originally Posted by animalius

Regardless of how much the high bid will be, it's a hell of a lot better than how I lost my virginity. I lost it to a fucking rod when I had to get tested for std after the ex cheated on me, got an std from that hookup, and had sex with me after the symptoms became clear to him. Somehow I dodged the bullet there. Test showed negative even though he tested positive for 2 std's and were showing clear symptoms.

You could go to a gay bar and bend over.

Aw man that sucks that someone did you that way. Good to hear you didn't get anything!